Possible Clues:

• Taylor Swift hit that begins, "I have this thing where I get older, but just never wiser"
• Character lacking courage
• Clark Kent, for one
• Shady character, perhaps
• Undignified leading character on the air performing
• On the air, weird principal character lacking noble qualities
• Base protagonist in novel on the fair female doing a flit
• Struck back when trapped by a tyrant, ignoble character
• Questionable lead
• Tony Soprano, for one